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An original method for the synthesis of partially deuterated natural lembehyne B and the study of its biological activity.
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Academic Editor: Julio A. Seijas
Published:
12 November 2021
by MDPI
in The 25th International Electronic Conference on Synthetic Organic Chemistry
session Bioorganic, Medicinal and Natural Products Chemistry
Abstract:
An efficient method for the synthesis of a partially deuterated analogue of the natural neuritogenic alkynol, lembehyne B, has been developed for the first time, based on the use of a new reaction of Ti-catalyzed cross-cyclomagnesiation of O-containing 1,2-dienes and terminal aliphatic 1,2-dienes using EtMgBr in high yield. The introduction of two deuterium atoms is carried out at the stage of treatment of the formed in situ magnesacyclopentane with D2O.
Keywords: Ti-catalyzed cross-cyclomagnesiation, lembehyne B, magnesacyclopentane.
